Chemical and cellular antioxidant activity of two novel peptides designed based on glutathione structure

Chemical and cellular antioxidant activity of two novel peptides designed based on glutathione structure
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基于谷胱甘肽结构设计的两种新型肽的化学和细胞抗氧化活性

DOI:
10.1016/j.fct.2012.08.028
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发表时间:
2012-11-01
影响因子:
4.3
通讯作者:
Ren, Jiaoyan
Ren, Jiaoyan
中科院分区:
农林科学2区
文献类型:
--
作者:
Gu, Longjian;Zhao, Mouming;Ren, Jiaoyan

文献摘要

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以谷胱甘肽(Glu-Cys-Gly,GSH)为基础,设计了两种新型多肽ECH(Glu-Cys-His)和YECG(Tyr-Glu-Cys-Gly),并对其抗氧化活性进行了研究。采用单电子转移(SET)和氢原子转移(HAT)等多种化学方法对多肽的抗氧化活性进行了评价。在SET法中,ECH三肽的DPPH自由基清除率最高(80.16%),还原力最强(A(700)= 0.378)。此外,ECH对亚油酸过氧化反应的抑制活性最强,第7天的抑制率为98.25%。然而,对于另外两个基于HAT的测定,四肽YECG显示出非凡的氧自由基吸收能力(ORAC值= 2.42 μ M Trolox/μ M)和ABTS自由基清除能力(8.88 mM Trolox/mM)。体外培养的PC 12细胞模型也表明,YECG对PC 12细胞抗H2 O2损伤的保护作用最强。结果表明,抗氧化氨基酸(His/Tyr)的存在及其在肽链中的位置是导致ECH和YECG抗氧化能力差异的主要原因。His位于C末端位置。ECH表现出良好的供电子能力,而YECG在N-末端具有Tyr,表现出较强的氧自由基吸收能力。(C)2012爱思唯尔有限公司保留所有权利。
Two novel peptides, ECH (Glu-Cys-His) and YECG (Tyr-Glu-Cys-Gly), were designed based on glutathione (Glu-Cys-Gly, GSH) and their antioxidant activities were studied. Various chemical methods based on single-electron-transfer (SET) and hydrogen-atom-transfer (HAT) were applied to evaluate the antioxidant activities of the peptides. For SET-based assay, tripeptide ECH displayed the highest DPPH radical scavenging activity (80.16%) and the strongest reducing power (A(700) = 0.378). Besides, ECH also exhibited the best inhibition activity toward linoleic acid peroxidation with inhibition rate 98.25% at 7th day, which is a HAT-based assay. However, for another two HAT-based assays, it was tetrapeptide YECG that showed extraordinary oxygen radical absorption capacity (ORAC value = 2.42 mu M Trolox/mu M) and ABTS free radical scavenging ability (8.88 mM Trolox/mM). In vitro cultured PC12 cell model also suggested that YECG gave the best protection for PC12 cells to resist H2O2-treated necrosis. It was found that the discrepancy of antioxidant capacity between ECH and YECG was caused by the presence of antioxidant amino acids (His/Tyr) and their position in peptide chain. With His located at C-terminal position. ECH demonstrated good electrons donating capacity, while with Tyr at N-terminal position, YECG exhibited strong oxygen radical absorbance capacity. (C) 2012 Elsevier Ltd. All rights reserved.